DE1065552B - Process for the production of stoving enamels - Google Patents
Process for the production of stoving enamelsInfo
- Publication number
- DE1065552B DE1065552B DENDAT1065552D DE1065552DA DE1065552B DE 1065552 B DE1065552 B DE 1065552B DE NDAT1065552 D DENDAT1065552 D DE NDAT1065552D DE 1065552D A DE1065552D A DE 1065552DA DE 1065552 B DE1065552 B DE 1065552B
- Authority
- DE
- Germany
- Prior art keywords
- resin
- melamine
- butanol
- solution
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 210000003298 Dental Enamel Anatomy 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 229920000877 Melamine resin Polymers 0.000 claims description 23
- 229920000180 Alkyd Polymers 0.000 claims description 20
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 16
- 238000009833 condensation Methods 0.000 claims description 11
- 230000005494 condensation Effects 0.000 claims description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 10
- 239000004640 Melamine resin Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 229920005989 resin Polymers 0.000 claims description 8
- 239000011347 resin Substances 0.000 claims description 8
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N Isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- JDSHMPZPIAZGSV-UHFFFAOYSA-N Melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 5
- 239000003849 aromatic solvent Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000006266 etherification reaction Methods 0.000 claims description 3
- 229920003002 synthetic resin Polymers 0.000 claims description 2
- 239000000057 synthetic resin Substances 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 4
- 238000006297 dehydration reaction Methods 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 2
- 238000005292 vacuum distillation Methods 0.000 claims 2
- 239000008096 xylene Substances 0.000 claims 2
- YGCOKJWKWLYHTG-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound OCN(CO)C1=NC(N(CO)CO)=NC(N(CO)CO)=N1 YGCOKJWKWLYHTG-UHFFFAOYSA-N 0.000 claims 1
- 230000002378 acidificating Effects 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000005755 formation reaction Methods 0.000 claims 1
- -1 methylol compounds Chemical class 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 231100000730 tolerability Toxicity 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000007974 melamines Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 150000004671 saturated fatty acids Chemical group 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical group 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09D161/32—Modified amine-aldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Description
AUSTHE END
CHRIFT 1065 552CHRIFT 1065 552
R 17837 IVc/22 hR 17837 IVc / 22 h
BEKANNTMACHUNG DEK ANMELDUNG UND AUSGABE DER AUS LE GE S CHRI FT:NOTICE DEK REGISTRATION AND ISSUE OF THE FROM LE GE S CHRI FT:
17. septembeä1959September 17th, 1959
Es ist bekannt, Einbrennlacke mit guten Eigenschaften dadurch zu erhalten, daß man Lösungen von Kondensationsprodukten aus Melamin und Formaldehyd, deren Kondensation in Anwesenheit von Alkoholen erfolgt ist, mit Lösungen von mit gesättigten und ungesättigten Fettsäuren modifizierten Alkydharzen mischt. Dazu ist es erforderlich, die bei der Herstellung in fester Form anfallenden Alkydharze vor dem Vermischen in aromatischen Lösungsmitteln zu lösen. Die zweite Mischungskomponente, das Melaminharz, fällt bereits wegen der Kondensation im alkoholischen Medium bei der Herstellung in Aiko holen gelöst an. Dagegen sind die für eine Kombination in Frage kommenden modifizierten Alkydharze in Alkoholen allein unlöslich, so daß sie zum Zwecke der Kombination in einem besonderen Arbeitsgang in vorwiegend aromatischen Lösungsmitteln gelöst werden müssen. Ungelöste Alkydharze sind für diese Arbeitsweise ungeeignet.It is known that baking enamels with good properties can be obtained by using solutions of Condensation products from melamine and formaldehyde, their condensation in the presence of alcohols is done with solutions of alkyd resins modified with saturated and unsaturated fatty acids mixes. For this it is necessary to use the alkyd resins obtained in solid form during manufacture to be dissolved in aromatic solvents before mixing. The second mix component, the melamine resin, falls because of the condensation in the alcoholic medium during production in Aiko get resolved. In contrast, the modified alkyd resins that are suitable for a combination are in Alcohols alone are insoluble, so that they are predominantly used for the purpose of combination in a special operation aromatic solvents must be dissolved. Undissolved alkyd resins are essential for this mode of operation not suitable.
Die Kondensation bzw. Verätherung eines Melaminformaldehydkondensationsproduktes in Gegenwart von Alkoholen wird üblicherweise im sogenannten Kreislauf vorgenommen, um das mit dem Formaldehyd eingebrachte Wasser und das bei der Kondensation bzw. Verätherung der Methylolmelaminverbindungen entstandene Wasser zu entfernen; d. h., daß der Reaktionskessel mit einem absteigenden Kühler und einer geschlossenen Vorlage ausgerüstet ist, die es gestattet, die fast ausschließlich verwendeten, sich vom Butan Verfahren zur Herstellung von Einbrennlacken The condensation or etherification of a melamine-formaldehyde condensation product in the presence of alcohols is usually carried out in the so-called cycle in order to remove the water introduced with the formaldehyde and the water formed during the condensation or etherification of the methylolmelamine compounds; that is, the reaction kettle is equipped with a descending cooler and a closed receiver, which allows the almost exclusively used, butane process for the production of stoving enamels
Anmelder:Applicant:
Reichhold Chemie A. G., Hamburg-Wandsbek, Iversstr.57Reichhold Chemie A. G., Hamburg-Wandsbek, Iversstrasse 57
Dr. rer. pol. Dr. A. Peter Kocb, Hamburg-Wandsbek, ist als Erfinder genannt wordenDr. rer. pole. Dr. A. Peter Kocb, Hamburg-Wandsbek, has been named as the inventor
nicht, da das für sie verwendete Lösungsmittel ausschließlich aus Alkoholen besteht. Um die Mischbarao keit mit nicht gelösten Alkydharzen zu ermöglichen, müßte also ein Teil der Alkohole durch gute Löser für Alkydharze ersetzt werden. Hierfür kommen in erster Linie aromatische Kohlenwasserstoffe in Frage, mit denen auch verätherte Melaminharze gut verträglich 25 sind. Erfindungsgemäß wird alkoholmodifizierten Melaminharzen im Verlaufe ihres Herstellungsverfahrens nach Bendigung der Kondensation ein Teil des angewendeten Alkohols entzogen und durch aromatische Lösungsmittel ersetzt. Das Verhältnis des verableitenden primären Alkohole vom überdestillierten 30 wendeten Alkohols zu den aromatischen Lösungsmit-not because the solvent used for them consists exclusively of alcohols. In order to enable the miscibility with undissolved alkyd resins, some of the alcohols would have to be replaced by good solvents for alkyd resins. This was primarily aromatic hydrocarbons are suitable, which also etherified melamine resins are well tolerated 25. According to the invention, part of the alcohol used is removed from alcohol-modified melamine resins in the course of their production process after the condensation has ended and replaced by aromatic solvents. The ratio of the dissipating primary alcohols from the overdistilled 30 turned alcohol to the aromatic solvents
Wasser zu trennen. Dieses wird von Zeit zu Zeit abgezogen, während das jeweils verwendete Iso- oder n-Butanol kontinuierlich in den Reaktionskessel zu rückfließt. Diese Kreislaufdestillation wird eventuell im Vakuum ausgeführt, damit bestimmte Temperaturen nicht überschritten werden, um die veratherten Melaminformaldehydharze zu schonen.To separate water. This is deducted from time to time while the iso- or n-Butanol continuously flows back into the reaction vessel. This circular distillation will eventually carried out in a vacuum so that certain temperatures are not exceeded in order to avoid the catheterized To conserve melamine-formaldehyde resins.
Weiter liegt der Harzgehalt von Lösungen verätherter Melaminharze bei beendeter Kondensation etwa um 50fl/o, während Lösungen mit 60 oder mehr Prozent Harz erwünscht sind. Es folgt also das Einengen bzw. das Abdestillieren des Iso- oder n-Butanols unmittelbar der eigentlichen Kondensation, so daß Kondensation und Einengen als ein Arbeitsgang aufzufassen sind. Es wird also die Freiheit in der späteren Auswahl geeigneter Lösungsmittel für die Kombination von Melaminharzen mit Alkydharzen nicht durch ein besonderes Destillationsverfahren erkauft. Es wurde nun gefunden, daß man EinbrennlackeFurthermore, the resin content of solutions of etherified melamine resins at the end of the condensation is around 50 fl / o, while solutions with 60 or more percent resin are desirable. The concentration or distilling off of the iso- or n-butanol therefore immediately follows the actual condensation, so that condensation and concentration are to be understood as one operation. The freedom in the later selection of suitable solvents for the combination of melamine resins with alkyd resins is not bought at the cost of a special distillation process. It has now been found that baking enamels can be used
teln soll etwa 1 : 1 betragen. Es wird also gleichzeitig durch die Aromaten ein Teil des n-Butanols ersetzt, das in den in der Ausgangslösung vorhandenen Mengen im späteren Kunstharzlack unerwünscht ist.teln should be about 1: 1. At the same time, some of the n-butanol is replaced by the aromatics, which is undesirable in the amounts present in the starting solution in the subsequent synthetic resin varnish.
Die Auswahl der zur Vermischung mit veratherten Melaminharzen. geeigneten Alkydharze ist verhältnismäßig groß. Es sind dafür modifizierte Alkydharze mit hohem, mittlerem und niedrigem Fettsäuregehalt geeignet. Ungesättigte trocknende und halbtrocknende Fettsäuren werden zur Modifikation von geeigneten Alkydharzen mit hohem und vorzugsweise mittlerem ölgehalt ausgewählt. Die gesättigten natürlichen und synthetischen Fettsäuren dienen für die Gewinnung von geeigneten Alkydharzen mit niedrigem Fettsäuregehalt. Das Mischungsverhältnis von Melaminharz zu Alkydharz kann in weiten Grenzen in Abhängigkeit von dem Charakter des Alkydharzes schwanken, aber die besten Ergebnisse werden in bekannter Weise bei der Verwendung von 30 bis 40 Gewichtsteilen festemThe choice of which to mix with etherified melamine resins. suitable alkyd resins is proportionate great. There are modified alkyd resins with a high, medium and low fatty acid content suitable. Unsaturated drying and semi-drying fatty acids are suitable for modification Alkyd resins with high and preferably medium oil content are selected. The saturated natural and synthetic fatty acids are used to obtain suitable alkyd resins with a low fatty acid content. The mixing ratio of melamine resin to alkyd resin can vary within wide limits will vary depending on the character of the alkyd resin, but the best results are known in the case of the use of 30 to 40 parts by weight of solid
mit besonders guten Eigenschaften erhält, wenn man 50 Melaminharz zu 70 bis 60 Gewichtsteilen lösungshinsichtlich der Lösungsmittel entsprechend zube- mittelfreiem modifiziertem Alkydharz erhalten, reitete alkoholmodifizierte Melaminharze mit lösungs- Der Vorteil des vorstehend beschriebenen Vermittelfreien Alkydharzen mischt. Die bisher bekannten fahrens besteht darin, daß neben der Einsparungeines Melaminharze eignen sich für diese Kombination Arbeitsganges eine homogene Mischung der beidenobtained with particularly good properties when 50 melamine resin is obtained at 70 to 60 parts by weight of solvent-free modified alkyd resin corresponding to the solvent, mixed alcohol-modified melamine resins with solvent-free alkyd resins. The previously known method consists in the fact that, in addition to saving a melamine resin, a homogeneous mixture of the two is suitable for this combination of operations
909 628/391909 628/391
Claims (1)
Publications (1)
Publication Number | Publication Date |
---|---|
DE1065552B true DE1065552B (en) | 1959-09-17 |
Family
ID=591867
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT1065552D Pending DE1065552B (en) | Process for the production of stoving enamels |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE1065552B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1278051B (en) * | 1965-02-12 | 1968-09-19 | Reichhold Chemie Ag | Use of formaldehyde-free etherified melamine-formaldehyde resins in combination with alkyd resins for baking enamels |
-
0
- DE DENDAT1065552D patent/DE1065552B/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1278051B (en) * | 1965-02-12 | 1968-09-19 | Reichhold Chemie Ag | Use of formaldehyde-free etherified melamine-formaldehyde resins in combination with alkyd resins for baking enamels |
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